umm, I didn't potty train using a kennel. So, I can't be much help there. My dog only slept in in eat night and whined to go out, but he was 3 months when I got him.
During the day we took him out about every 20 minutes. We had to do the same with Riley also.
My understanding is they don't like to go where they sleep. how long is he being left in the crate? How old is he?
I know when I thought they would never get potty trained they both just started going out all the time. It took a lot of consistency though. Also, alot of carpet cleaner and the spotbot got quite the workout.
Riley - 11/05/2012-8/30/2013 (Myasthenia Gravis)
He will always be in my heart.